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. 2010 Oct 15;12(20):4652-4.
doi: 10.1021/ol1020064.

Targeted discovery of polycyclic tetramate macrolactams from an environmental Streptomyces strain

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Targeted discovery of polycyclic tetramate macrolactams from an environmental Streptomyces strain

Shugeng Cao et al. Org Lett. .

Abstract

A targeted polymerase chain reaction (PCR)-based screening approach was used to identify candidate polycyclic tetramate macrolactam (PTM) biosynthetic gene clusters in environmental Streptomyces isolates. Isolation and characterization of the small molecules produced by one of the strains confirmed the production of two new PTMs (clifednamides A, 4, and B, 5) and, more generally, the utility of using a targeted approach for the discovery of new members of this interesting class.

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Figures

Figure 1
Figure 1
Structures of compounds 1–5. Note the rings A–E of ikarugamycin (1) are identical to those of the clifednamides (4 and 5).
Figure 2
Figure 2
Hypothetical pathway leading to the production of 4 and 5
Figure 3
Figure 3
PTM biosynthetic locus for compound 3, consisting of genes ftdA-ftdF. PCR priming sites F1 and R1/R2 used to detect PTM clusters are shown for clarity. Primers not shown to scale.

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